Chlorofluorobis (difluoramino) methane



United States Patent 3,358,028 CHLGROFLUOROBIS(DIFLUORAMINO) METHANE Douglas H. Dybvig, Northfield, Minn., assignor to Minnesota Mining and Manufacturing Company, St. Paul,

Minn., a corporation of Delaware N0 Drawing. Filed Oct. 5, 1964, Ser. No. 404,200 1 Claim. (Cl. 260-583) first reacting 90 parts of prefluoroguanidine in 100 parts 20 by volume of reagent grade tetrahydrofuran with parts of anhydrous potassium fluoride at about to C. in a suitable glass vessel (employing the normal precautions for handling such oxidants) for about 60 hours and thereby forming an unisolated intermediate, possibly FC(NF NFH. To this reaction mixture are added 73 parts of nitryl chloride and reaction proceeds at 20 to 25 C. for a further 24 hours. The reaction mixture is Patented Dec. 12, 1967 Worked up by fractional distillation. The fraction boiling at 23 C. at pressures above 2 mm. of Hg. is collected in a liquid air trap (196 C.) and further purified by vapor phase chromatography on a mixture of 67 percent of to mesh acid washed diatomaceous earth and 33 percent of chlorotrifluoroethylene pentamer using helium as a carrier gas at a rate of 15-0 ml. per minute. Chlorofluorobis(difluoramino)methane which boils at about 0 C. at atmospheric pressure is collected having a relative retention itme (referred to CFC-1 of 54.6.

It is characterized by infrared absorption in regions corresponding to C-Cl, CF and N-F bonds (at 8.3, 9.0, 9.4, 10.0, 10.4, 10.8 and 11.0 microns) and F nuclear magnetic resonance absorptions at 30.9 (N-F) and +=101.9 (C-F). The mass spectrum shows the fragments (F N) CF-, ClFC(NF )NF and numerous smaller fragments.

What is claimed is:

The compound chlorofluorobis(difluoramino)methane.

References Cited Hoffman et a1.: Chem. Reviews, vol. 62, p. 15 (1962).

25 CHARLES B. PARKER, Primary Examiner.

CARL D. QUARFORTH, Examiner.

L. A. SEBASTIAN, Assistant Examiner. 

